| 100% | ICON | 4 | Billboard ___ Award (honor bestowed on singer Pink in 2021) |
| 57% | ICON | 4 | Billboard ___ Award (honor bestowed on Mariah Carey in 2019) |
| 42% | MEDALOFFREEDOM | 14 | Honor bestowed on 19-Across by Barack Obama in 2009 (3 wds.) |
| 42% | MEDALOFFREEDOM | 14 | Honor bestowed on 31-Across by Barack Obama in 2011 (3 wds.) |
| 40% | JANETJACKSON | 12 | "Rhythm Nation" singer who was honored with a "Billboard" Icon Award in 2018 (2 wds.) |
| 39% | MARYJBLIGE | 10 | "Be Without You" singer who was honored with a "Billboard" Icon Award in 2022 (3 wds.) |
| 38% | ETTA | 4 | Singer James honored with a Grammy Lifetime Achievement Award in 2003 |
| 38% | STEVIEWONDER | 12 | "For Once in My Life" singer who was honored with a "Billboard" Icon Award in 2012 (2 wds.) |
| 37% | CHER | 4 | "Believe" singer who won the Billboard Icon Award in 2017 |
| 37% | CYNDILAUPER | 11 | "Time After Time" singer who was honored with the "Billboard" Women in Music Icon Award in 2018 (2 wds.) |
| 37% | SRI | 3 | Tan ___ (Malaysian honor bestowed on Michelle Yeoh in 2013) |
| 37% | ICON | 4 | Billboard ___ Award (honor for Mariah Carey and Pink) |
| 36% | MARIAHCAREY | 11 | "Emotions" singer who received the Billboard Icon Award in 2019: 2 wds. |
| 36% | JENNIFERLOPEZ | 13 | "If You Had My Love" singer who was honored with the "Billboard" Women in Music Icon Award in 2020 (2 wds.) |
| 36% | NEILDIAMOND | 11 | "Sweet Caroline" singer who received the Billboard Icon Award in 2011: 2 wds. |
| 36% | SHANIATWAIN | 11 | "That Don't Impress Me Much" singer who was honored with the "Billboard" Women in Music Icon Award in 2016 (2 wds.) |
| 35% | DRAKE | 5 | Singer of 15-Across, 28-Across, and 38-Across who was honored with the Artist of the Decade Award at the 2021 "Billboard" Music Awards |
| 35% | JENNIFERLOPEZ | 13 | "Waiting for Tonight" singer who received the Billboard Icon Award in 2014: 2 wds. |
| 35% | MICHAELJACKSON | 14 | Pop singer whose hologram performed at the Billboard Music Awards in 2014: 2 wds. |
| 35% | ALANJACKSON | 11 | Singer whose "Country Boy" hit #1 on the Billboard Hot Country Songs Chart in 2009: 2 wds. |
| 34% | TRACEADKINS | 11 | Singer whose "Ladies Love Country Boys" hit #1 on the Billboard Country Songs Chart in 2007: 2 wds. |
| 34% | KYLIEMINOGUE | 12 | "Padam Padam" singer who received the Billboard Women in Music Icon Award in 2024: 2 wds. |
| 34% | SIR | 3 | Title bestowed on Mick Jagger in 2003 (although the queen refused to present the award herself) |
| 34% | JOSEFELICIANO | 13 | "Feliz Navidad" singer who received the Billboard Latin Music Lifetime Achievement Award in 1996: 2 wds. |
| 34% | WILLIENELSON | 12 | "Always on My Mind" country singer recognized by the Kennedy Center Honors in 1998 (2 wds.) |
| 34% | KELLYCLARKSON | 13 | Singer whose debut single "A Moment Like This" reached #1 on the Billboard Hot 100 in 2002: 2 wds. |
| 34% | MEGHANTRAINOR | 13 | Singer whose debut single "All About That Bass" reached #1 on the Billboard Hot 100 in 2014: 2 wds. |
| 34% | MICHELLEZAUNER | 14 | Singer whose memoir "Crying in H Mart" won the 2021 Goodreads Choice Award for Best Memoir & Autobiography (2 wds.) |
| 33% | DAMEHOOD | 8 | Female equivalent of honor bestowed on a Sir |
| 33% | TAYLORSWIFT | 11 | "Love Story" singer-songwriter who won the award for Top Female Artist in Billboard 2018: 2 wds. |